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Synthesis and some transformations of gem-dichlorocyclopropyl vinyl ether

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    A study was made of the reaction of dichlorocarbene with divinyl ether; the conditions for preparing the mono- and bisadducts were found.

  2. 2.

    A number of the chemical and physical properties of gem-dichlorocyclopropyl vinyl ether was studied.

  3. 3.

    gem-Dichlorocyclopropanol undergoes ring cleavage, with the formation ofα-chloroacrolein, in both acid and alkaline media.

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Literature cited

  1. B. T. Gillis and K. F. Schimmel, J. Org. Chem.,27, 1071 (1962).

    Google Scholar 

  2. S. M. Shostakovskii, A. V. Bobrov, and A. N. Volkov, Izv. Akad. Nauk SSSR, Ser. Khim., 160 (1968).

  3. U. Schöllkopf, J. Paust, A. Al-Azrak, and H. Schumacher, Chem. Ber.,99, 3391 (1966).

    Google Scholar 

  4. S. M. Shostakovskii, L. N. Aksenova, V. I. Erofeev, and V. S. Aksenov, Papers Delivered at Fourth All-Union Conference on Acetylene Chemistry [in Russian], Vol. 2, Alma-Ata (1972), p. 354.

  5. M. Makosza and M. Wawrzyniewicz, Tetrahedron Lett., 4659 (1969).

  6. L. Skattebol, J. Org. Chem.,31, 1554 (1966).

    Google Scholar 

  7. D. C. Duffey, J. P. Minyard, and R. H. Lane, J. Org. Chem.,31, 3865 (1966).

    Google Scholar 

  8. H. E. Simmons, E. P. Blanchard, and H. D. Hartzler, J. Org. Chem.,31, 295 (1966).

    Google Scholar 

  9. H. Weitkamp, U. Hasserodt, and F. Korte, Chem. Ber.,95, 2280 (1962).

    Google Scholar 

  10. J. W. Emsley, J. Feeney, and L. H. Sutcliffe, High Resolution Nuclear Magnetic Resonance Spectroscopy [Russian translation], Vol. 2, Mir (1969).

  11. S. M. Shostakovskii and A. V. Bobrov, Zh. Organ. Khim.,5, 908 (1969).

    Google Scholar 

  12. E. Yu. Bekhli, D. D. Novikov, and S. G. Éntelis, Vysokomolek. Soed.,A9, 2754 (1967).

    Google Scholar 

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Authors and Affiliations

  1. Irkutsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, USSR

    S. M. Shostakovskii, A. A. Retinskii & A. V. Bobrov

Authors
  1. S. M. Shostakovskii
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  2. A. A. Retinskii
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  3. A. V. Bobrov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1818–1823, August, 1974.

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Shostakovskii, S.M., Retinskii, A.A. & Bobrov, A.V. Synthesis and some transformations of gem-dichlorocyclopropyl vinyl ether. Russ Chem Bull 23, 1736–1740 (1974). https://doi.org/10.1007/BF00923200

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  • DOI: https://doi.org/10.1007/BF00923200

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